Mothproofing composition



Patented May 4, 1943 UNITED STATES PATENT f *oFn-cs a 2,318,201 A; 7 a

ington, D. 0., assignors to Claude It. Wickard,

as Secretary ot'Agriculture of the United States or America and to his successors in ofllce No Drawing, Application December 2, 1941, Serial No. 421,333

" (Granted under the m or March 3, '1883, as amended Apr-i130, 1928; 310 o. e. 151) 11 Claims.

This application is made under the act of March 3, i883, as amended'by the act of April 30, 1928, and the invention'her'eindescribed and claimed, if patented, may be manufactured and used by or for the Government of the United- States of America. forgovernmental purposes without the payment to us of any royalty thereon. This invention relates to mothprooflng of fibers -and fabrics made therefrom.

The principal object of our invention is to render fabrics, and like materials, resistant-t attack by fabric pests, such as, for example, clothes moths, carpet beetles, and the like. 7

Another object of our invention is to iix the chemical agent or agents in the fabrics so that the chemical agents i'become fixed therein, "and are not readily removed. v 7 Example 3.Immerse woolen cloth in a 0.5%

solution of isonitrosoacetanilide and'benzoic acid in substantially equal proportions, by weight, in acetone fora period'jof about ten minutes, and

then allowthe cloth 'to dry. In this way, the r they are not readily removed by washing or other cleansing means.

According to our invention, fabrics and the like have applied to them, preferably by spraying or immersion, a composition whose principal ingredient is isonitrosoacetanilide which has been dissolved in acetone. This compound may be used alone, but we prefer to apply it 'with certain other compounds which act to fix-the mothprooflng ingredient in the fiber or fabric. We prefer to use benzoic acid, phthalic acid, salicylic acid. benzamide, p-toluene sulfonyl chloride. and n-toluene sulfonyl-N-butylamide. but we do n t limit ourselves to these materials. Other carboxylic acids, sulfonic acids. their acid chlorides and amides, or mixtures thereof. may also be employed.

Our invention may be practiced as illustrated below:

Example 1.--Immerse woolen cloth in a 0.5% solution of isonitrosoacetanilide in acetone for a period of about ten minutes. and then all w the cloth to dry. In this wav, the cloth is r ndered resistant .to the attack of clothes moths. ca pet beetles, and the like.

Example 2.--Immerse woolen cloth in a 0.5% solution of isnn trosoacetan l de and phthalic acid in substantially eoual proportions. by weight, in acetone for a period of about ten minutes. and then allow the cloth to dry. In this way. the cloth is rendered resistant to the attack of clothes moths, carpet beetles, and the like; and

cloth is rendered resistant 'tothe attack of clothes moths, carpet beetles, and the like; and the chemical agents become fixed therein, and are not readily removed.

Example 4.--Immerse woolen cloth in a 0.5%

solution of isonitrosoacetanilide and salicylic acid in substantially equal proportions, by weight, in acetone for a period of about ten minutes, and then allow the cloth to dry. In this way, the cloth is rendered resistant to the attack of clothes moths, carpet beetles, and the like; and the chemical agents become fixed therein, and are not readily removed, V Example 5.Immerse woolen cloth in a 0.5% solutionof isonitrosoacetanilide and benzamide in substantially equal proportions, by weight, in acetone for a period of about ten minutes, and

then allow the cloth to dry. In this way, the j cloth is rendered resistant to the attack of clothes moths, carpet beetles, and q the like; and the chemical agents become fixed therein, and Ham A not readily rem I Ezampled-f-Immerse woolen cloth in a 0.5%

solution of isonitrosoacetanillde and p-toluene sulfonyl N-butyl amide in substantially equal proportions,- by weight, in acetone for a period of about ten minutes, and then allow the cloth to dry. In this way,the cloth is rendered resistant to the attack of clothes moths, carpet beetles, and the like; and the chemical agents become fixed therein, and are not readily removed. j, a I Example 7. Immerse woolen cloth in a 0.5% solution of isonitrosoacetanilide and'"p--toluene sulionyl chloride in substantially equal proportions, by weight, in acetone for a period of about a ten minutes, and then allow the cloth'to dry. In

this way, the clothis"rendered resistant to'thef attack of clothes moths, carpet beetles, and the like; and the chemical agents become fixed there+ in, and are not readily'removed. V

The following data sets forth the value of our invention:

or RESISTANCE r Insrcr Armor: or Each determination (unless otherwise noted) Wootrm Cnorn, Grvm A Srmm Mornrnooris the result of a test with ten partially grown mo Tuamm, Wrm rm: Sam: Cnom larvae of Anthrenus voraz, Waterhouse, oneof Tnmrzn Wrm IsomaosoAcnrAmrnn the most destructive species of fabric insects Table I i known. The samples of cloth were, exposed to Isomtmw sodium Check attack, under conditions favorable to the insect, aoetanilide silicofluoride (no treatment) for a period of six weeks. At the end of this #1 n #3 CAGE #5 #6 time, the weight of the'c'loth destroyed and the number of larvae remaining alive were deter- CLOTH K 2E E P A mined. All compounds were dissolved in acetone, 3 3 8 8 "f8 i 1 5 with the exception of sodium silicofluoride, which 1 whack, was dissolved in water. All solutions were ap- 1 11.3 15.5 42.0 45.3 75.3 63.4 plied at a uniform strength oi 0.5%, and, where After-tweaks two compounds were combined, they were used i in approximately equal quantity by weight.

its! W96 8 Other carboxylic acids, sulionic acids, their JZZ m0 I acid chlorides and amides, or mixtures thereof, 26.0 2M 4 an 5 16 may be used with isonitrosoacetanilide. It is to NUMBER or LARVAE ALIVE be understood that the concentrations of the At beginning 20 various compounds and their proportions in the solvent may be varied over awide range, and other 6 6 4 48 45 solvents may be substituted for the acetone men- MW 5 weeks tioned in the above examples. 0 1 m 7 44 i Having thus described our invention, what we 6 weeks 5 claim for Letters Patent is: o o o o 42 41 V 1. A moth-proofing agent comprising isonitro- Coummson or Rrzsrsrmcr: r0 Ixsrzor Armor: or soacetanilide. I V 1 WOOL! CLOTH VARIOUS TREATMENTS 2. A moth-proofing agent comprising isonitroa aslrmrcll'rnn v r 1 p I soacetanilide and anacid chosen from the group ab II V g consisting of carboxylic acid and. sulfonic acid.

7 3; A moth-proofing agent comprising isonitro- Befm Washing washing soacetanilide and an acid chloride of carboxylic acid.

g fg E325... 4. A moth-proofing agent comprising isonitros. alive s a11W soacetanilide and an acid chloride of sulfonic 1 acid. Isonitrosoaoetanilide 2. 1 0. 0 1 0 2. 9 1. 7 1 0 j and phthalic acid" 0 0 0 0 o 5. A moth proofing agent comprising isonitro- 1? 1.6 0 0 1.9 0. 1 soacetanilide and an amide of carboxylic acid. 1 V 40 6. A moth-proofing agent comprising isonitrommmsoacemmde j soacetanilide and an amide of sulfonio acid.

and benwic acid-u 0 1 v V 1 7. A moth-proofing agent comprising isonitrosoacetanilide and phthalic acid.

mniaosommmae I 8. A moth-proofing agent comprising isonitrosoacetanilide and salicyclie acid.

. 9. A moth-proofing agent comprising isonitro- Iwm mm I soacetanilide and benzamide.

V 1 o 8 2 10. A moth-proofing agent comprising isonitrosoacetanilide and p--toluene sulionyl-N-butyl Isonitrosoaoetanilide 3.6 1.2 :1 0 3.3 1.8 3 l 5" amide and Home sul- 5 6 1 11. A moth-proofing agent comprising isonitro- "m M 1 soacetanilide and ptoluene sulfonyl chloride. r V p WALLACE COLMAN. Isonitrosoaoetanilide 3.9 1.1 o o a? 2.3 3 o ERT L J.

and p-toluone 5111- 1.2 1 1' 4.2 1 HERB HALLER" ionylchoride. 3.8 3.3 0 0 15.3 2.7 .0 0

Isonitrosoaoetanilide I and b-naphthalene aulphonic acid.. .7.0 1 40.5 I 6 Iaonitrosoacatanilida I and 3-5 dinitroben- V wyl chloride 3. 4 2 37. 7 4

Iaonitrosoacatanilide and b-naphthalene 5 eulionyichlorido... 3.0 2. p 24.7 6

Toluene a"... 1- 91.3 230 10 o 35.3 01.4 s a N-butyl amide].-- 76.2 48.8 6 10, 63.2 33.1 7 10 Sodiumsllioofluoride. 7.0 2

Check 331 32.4 103- 

